EP4225035A1 - Antimicrobial facemask - Google Patents

Antimicrobial facemask

Info

Publication number
EP4225035A1
EP4225035A1 EP21787494.0A EP21787494A EP4225035A1 EP 4225035 A1 EP4225035 A1 EP 4225035A1 EP 21787494 A EP21787494 A EP 21787494A EP 4225035 A1 EP4225035 A1 EP 4225035A1
Authority
EP
European Patent Office
Prior art keywords
facemask
surfactant
facemask according
salt
carbons
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
EP21787494.0A
Other languages
German (de)
French (fr)
Inventor
Robert GROS
Mark Wilkinson
Paul Wight
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BMG British Medical Group Ltd
Original Assignee
BMG British Medical Group Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by BMG British Medical Group Ltd filed Critical BMG British Medical Group Ltd
Publication of EP4225035A1 publication Critical patent/EP4225035A1/en
Pending legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A41WEARING APPAREL
    • A41DOUTERWEAR; PROTECTIVE GARMENTS; ACCESSORIES
    • A41D13/00Professional, industrial or sporting protective garments, e.g. surgeons' gowns or garments protecting against blows or punches
    • A41D13/05Professional, industrial or sporting protective garments, e.g. surgeons' gowns or garments protecting against blows or punches protecting only a particular body part
    • A41D13/11Protective face masks, e.g. for surgical use, or for use in foul atmospheres
    • A41D13/1192Protective face masks, e.g. for surgical use, or for use in foul atmospheres with antimicrobial agent
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/30Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests characterised by the surfactants
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/34Shaped forms, e.g. sheets, not provided for in any other sub-group of this main group
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N59/00Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds
    • A01N59/16Heavy metals; Compounds thereof
    • A01N59/20Copper
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/0208Tissues; Wipes; Patches
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/0212Face masks
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/23Sulfur; Selenium; Tellurium; Compounds thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • A61K8/447Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof containing sulfur
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/463Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/005Antimicrobial preparations
    • AHUMAN NECESSITIES
    • A62LIFE-SAVING; FIRE-FIGHTING
    • A62BDEVICES, APPARATUS OR METHODS FOR LIFE-SAVING
    • A62B23/00Filters for breathing-protection purposes
    • A62B23/02Filters for breathing-protection purposes for respirators
    • A62B23/025Filters for breathing-protection purposes for respirators the filter having substantially the shape of a mask
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D39/00Filtering material for liquid or gaseous fluids
    • B01D39/14Other self-supporting filtering material ; Other filtering material
    • B01D39/16Other self-supporting filtering material ; Other filtering material of organic material, e.g. synthetic fibres
    • B01D39/1607Other self-supporting filtering material ; Other filtering material of organic material, e.g. synthetic fibres the material being fibrous
    • B01D39/1623Other self-supporting filtering material ; Other filtering material of organic material, e.g. synthetic fibres the material being fibrous of synthetic origin
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D39/00Filtering material for liquid or gaseous fluids
    • B01D39/14Other self-supporting filtering material ; Other filtering material
    • B01D39/16Other self-supporting filtering material ; Other filtering material of organic material, e.g. synthetic fibres
    • B01D39/18Other self-supporting filtering material ; Other filtering material of organic material, e.g. synthetic fibres the material being cellulose or derivatives thereof
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D2239/00Aspects relating to filtering material for liquid or gaseous fluids
    • B01D2239/04Additives and treatments of the filtering material
    • B01D2239/0442Antimicrobial, antibacterial, antifungal additives
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D2239/00Aspects relating to filtering material for liquid or gaseous fluids
    • B01D2239/04Additives and treatments of the filtering material
    • B01D2239/0464Impregnants
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D2239/00Aspects relating to filtering material for liquid or gaseous fluids
    • B01D2239/04Additives and treatments of the filtering material
    • B01D2239/0471Surface coating material
    • B01D2239/0492Surface coating material on fibres
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D2239/00Aspects relating to filtering material for liquid or gaseous fluids
    • B01D2239/06Filter cloth, e.g. knitted, woven non-woven; self-supported material
    • B01D2239/0604Arrangement of the fibres in the filtering material
    • B01D2239/0622Melt-blown
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D2239/00Aspects relating to filtering material for liquid or gaseous fluids
    • B01D2239/06Filter cloth, e.g. knitted, woven non-woven; self-supported material
    • B01D2239/0604Arrangement of the fibres in the filtering material
    • B01D2239/0627Spun-bonded
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D2239/00Aspects relating to filtering material for liquid or gaseous fluids
    • B01D2239/06Filter cloth, e.g. knitted, woven non-woven; self-supported material
    • B01D2239/065More than one layer present in the filtering material

Definitions

  • JP2011042615 claims the antiviral properties of masks made from specific methacrylate polymers with copper ions.
  • the present invention identifies certain biocides that are suitable for depositing on fibres (for example polypropylene, polyethylene, polyester, nylon or cellulose) that may be used to construct PPE masks, and demonstrates their antimicrobial properties.
  • the present invention provides an antimicrobial mask comprising certain biocides, in conjunction with certain surfactants.
  • the present invention also provides the use of the facemask as Personal Protective Equipment (PPE) i.e. exclusively to protect the user from infection.
  • PPE Personal Protective Equipment
  • the antimicrobial mask comprises at least one layer of nonwoven fabric, for example meltblown or spunbond formed polypropylene, polyethylene, polyester, cellulose or nylon, onto which is deposited the antimicrobial formulation.
  • the mask is a composite layered mask i.e. multi-layered.
  • Biocides are selected from aqueous soluble copper salts, or organic acids, or a combination of both.
  • Surfactants are selected from zwitterionic surfactants or alkyl sulfate surfactants or alkyl sulfate salt surfactants.
  • the zwitterionic surfactant is a charge separated zwitterionic surfactant, i.e. the positive and negative charge is separated by an alkylene chain at least one carbon atom in length.
  • the positive and negative charge may be separated by a Ci-Cioalkylene.
  • Suitable zwitterionic surfactants may have a sulfobetaine type structure or a betaine type structure.
  • a betaine in chemistry is any neutral chemical compound with a positively charged cationic functional group, such as a quaternary ammonium or phosphonium cation (generally: onium ions) that bears no hydrogen atom and with a negatively charged functional group such as a carboxylate group (or for a “sulfobetaine”, a sulfonate group) that may not be adjacent to the cationic site.
  • a positively charged cationic functional group such as a quaternary ammonium or phosphonium cation (generally: onium ions) that bears no hydrogen atom and with a negatively charged functional group such as a carboxylate group (or for a “sulfobetaine”, a sulfonate group) that may not be adjacent to the cationic site.
  • Betaine type structures also known as carboxylated quaternary amines, are known in the art.
  • Ri is a Ce-C2oalkyl
  • R2 and R3 are each independently selected from Ci-ealkyl which is optionally substituted by hydroxy, halo or sulfonate; and n is an integer from 1 to 10.
  • Such betaine type surfactants are known to the skilled person and exemplified by surfactants such as Empigen BB (a 30% aqueous solution of N,N-dimethyl-N-dodecylglycine betaine).
  • Sulfobetaine type structures are known in the art.
  • Preferred sulfobetaine type structures have the general formula: wherein:
  • R4 is a Ce-C2oalkyl
  • R5 and Re are each independently selected from Ci-ealkyl which is optionally substituted by hydroxy, halo or sulfonate; and m is an integer from 1 to 10.
  • Ci-ealkyl which is optionally substituted by hydroxy, halo or sulfonate
  • m is an integer from 1 to 10.
  • R4 is a Cs-Ciealkyl
  • the zwitterionic surfactant comprises an alkyl chain of between 8 and 16 carbons.
  • the zwitterionic surfactant has a betaine type structure, preferably with quaternary alkyl at the nitrogen i.e. N-quaternary alkyl glycine.
  • the zwitterionic surfactant has a sulfobetaine type structure, preferably lauryl sulfobetaine.
  • Preferred zwitterionic surfactants include lauryl sulfobetaine and N,N-dimethyl-N- dodecylglycine betaine.
  • the most preferred zwitterionic surfactant is N,N-dimethyl-N- dodecylglycine betaine.
  • the non-woven fabric is cellulosic.
  • the non-woven fabric facemask can comprise or consist essentially of cellulosic fibres, preferably at least 50 % by weight.
  • the copper salt may be present in the active formulation in a concentration amount of 0.25 to 10 % wt/wt, preferably 0.5 to 5 % wt/wt.
  • the surfactant may be present in a concentration amount of 0.05 to 5 % wt/wt, preferably 0.1 to 3 % wt.
  • the organic acid where included may be present in a concentration amount of 0.1 to 5 % wt/wt, preferably 0.2 to 3 % wt/wt.
  • the invention therefore provides a process for production of a facemask as defined herein, wherein an active formulation of the water soluble copper salt and surfactant is applied to the non-woven fabric as a solution in water, preferably with the following concentration amounts: a) copper salt at 0.25 - 10 % wt/wt, preferably 0.5 - 5 % wt/wt b) surfactant at 0.05 - 5 % wt/wt, preferably 0.1 - 3 % wt/wt, and optionally when included c) organic acid 0.1 - 5 % wt/wt, preferably 0.2 - 3 % wt/wt.
  • zwitterionic betaine surfactants such as dimethyl dodecylglycine betaine (CAS 66455-29- 6) or lauryl sulfobetaine (CAS 14933-08-5) did not cause precipitation, and gave a homogeneous solution suitable for coating non-woven fabric.
  • zwitterionic betaine surfactants such as dimethyl dodecylglycine betaine (CAS 66455-29- 6) or lauryl sulfobetaine (CAS 14933-08-5) did not cause precipitation, and gave a homogeneous solution suitable for coating non-woven fabric.
  • the structurally related sodium dodecyl sulfate also gave an acceptable solution for coating.
  • alkyl includes both straight and branched chain alkyl groups and analogues thereof.
  • alkylene is an alkyl group that is positioned between and serves to connect two other chemical groups.
  • “Ci-Cealkylene” means a linear saturated divalent hydrocarbon radical of one to six carbon atoms or a branched saturated divalent hydrocarbon radical of three to six carbon atoms, for example, methylene, ethylene, propylene, 2-methylpropylene, pentylene, and the like.
  • Copper sulfate (0.25 g) and citric acid (0.10 g) were dissolved in 24.65 g water, and a 18 x 18 cm square of non-woven cellulose fabric (suitable for facemask construction) added.
  • the bath was heated in a 50 °C oven for 10 min, then the fabric removed and air dried.
  • Copper sulfate (0.25 g), sodium dodecyl sulfate (0.05 g) and citric acid (0.10 g) were dissolved in 24.60 g water, and a 18 x 18 cm square of non-woven cellulose fabric (suitable for facemask construction) added. The bath was heated in a 50 °C oven for 10 min, then the fabric removed and air dried.
  • a 4 cm disc of the sample prepared in Example 4 was inoculated with a 0.1 ml presentation of either Staphylococcus aureus (“Staph a”) or Escherichia coli (“E coli”). After 1 h at 37 °C, a reduction of > 5 Log was achieved for both Staph a and E coli.
  • Staph a Staphylococcus aureus
  • E coli Escherichia coli
  • Copper sulfate (0.25 g), sodium dodecyl sulfate (0.05 g), citric acid (0.10 g) and Lonzabac 12.30 (N'-O-aminopropyll-N'-dodecylpropane- I J-diamine)) (0.1g) were dissolved in 24.4g water, and a 18 x 18 cm square of non-woven cellulose fabric (suitable for facemask construction) added. The bath was heated in a 50 °C oven for 10 min, then the fabric removed and air dried.

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Engineering & Computer Science (AREA)
  • Epidemiology (AREA)
  • Birds (AREA)
  • Plant Pathology (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Dentistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Toxicology (AREA)
  • Inorganic Chemistry (AREA)
  • Dermatology (AREA)
  • Physical Education & Sports Medicine (AREA)
  • Textile Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Business, Economics & Management (AREA)
  • Emergency Management (AREA)
  • Biomedical Technology (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Respiratory Apparatuses And Protective Means (AREA)
  • Nonwoven Fabrics (AREA)
  • Materials For Medical Uses (AREA)

Abstract

The present invention relates to an antimicrobial facemask, use of the antimicrobial facemask and a process for manufacture of the facemask.

Description

ANTIMICROBIAL FACEMASK
FIELD OF INVENTION
The present invention relates to an antimicrobial facemask, use of the antimicrobial facemask and a process for manufacture of the facemask.
BACKGROUND OF THE INVENTION
Recently, the global pandemic caused by the SARS-CoV-2 virus has highlighted the need for effective Personal Protective Equipment (PPE), both in social and professional environments. The protection of users afforded by the mask can prevent their infection with a virus, which could have negative health outcomes for the individual and wider negative impacts on society.
Facemasks are typically made up of multiple layers. These layers can be made from a variety of materials such as polypropylene, polyester or cellulose. A filtration element may trap infective agents such as bacterial and viruses, but unless they are rapidly killed they may grow and become a further contaminating source.
W02004088029 discloses a paper mask with copper ions for viral inactivation.
WO2009146412 reports an antiviral mask comprising copper ions. The examples illustrate a requirement to chemically activate the fabric to bind the actives.
WO2010138426 details a mask for decreasing the transmission of pathogens. It is limited to polypropylene non-wovens. The claimed formulation as applied specifically includes polyvinyl alcohol, and polyethylene sorbitol as a non-ionic surfactant. The treated layer is specified to be an inner layer within a composite mask structure.
JP2010024587 claims the use of organic acid from 7 to 20 carbons for an antiviral masks. It claims the use of anionic surfactants.
JP2011042615 claims the antiviral properties of masks made from specific methacrylate polymers with copper ions.
CN111206417 discloses an antimicrobial cellulose fabric made by deposition of copper salts from alcoholic solutions. WO201 1040035 discloses particles of low solubility copper iodide bound to mask fabric via the requirement of a silane binder.
W02012130117 claims a mask targeted to decrease pathogen transmission via a low pH hydrophilic layer and requires an organic acid.
WO2017073675 details an antiviral mask comprising copper ions made from knitted fabrics.
WO2018074337 disclosed an antimicrobial mask based on inorganic fine particles.
SUMMARY OF THE INVENTION
The present invention identifies certain biocides that are suitable for depositing on fibres (for example polypropylene, polyethylene, polyester, nylon or cellulose) that may be used to construct PPE masks, and demonstrates their antimicrobial properties. In particular, the present invention provides an antimicrobial mask comprising certain biocides, in conjunction with certain surfactants.
The present invention provides an antimicrobial facemask comprising a non-woven fabric or material incorporating a water soluble copper salt and a zwitterionic surfactant or alkylsulfate surfactant. The alkylsulfate surfactant may also be an alkylsulfate salt surfactant. “Incorporating” can include the concepts of coated, impregnated and dyed.
The present invention further provides a process for treating a fabric suitable for a facemask construction with an aqueous solution of the desired formulation. The present invention therefore provides process for production of the facemask, wherein an active formulation of the water soluble copper salt and zwitterionic or alkylsulfate or salt surfactant is applied to the non-woven fabric as a solution in water.
The present invention also provides the use of the facemask as Personal Protective Equipment (PPE) i.e. exclusively to protect the user from infection. DETAILED DESCRIPTION OF THE INVENTION
The antimicrobial mask comprises at least one layer of nonwoven fabric, for example meltblown or spunbond formed polypropylene, polyethylene, polyester, cellulose or nylon, onto which is deposited the antimicrobial formulation. Preferably the mask is a composite layered mask i.e. multi-layered. Biocides are selected from aqueous soluble copper salts, or organic acids, or a combination of both. Surfactants are selected from zwitterionic surfactants or alkyl sulfate surfactants or alkyl sulfate salt surfactants.
The present invention takes advantage of the antimicrobial power of copper ions to protect users, but with increased efficacy from a novel formulation including zwitterionic surfactant or alkylsulfate or salt surfactant. When in a composite layered mask form, the water soluble copper salt and zwitterionic or alkylsulfate or salt surfactant are incorporated in the outer layer or an inner layer or both of the composite layered mask.
Preferably the copper salt has at a solubility of at least 100 g / litre of deionised water at 20 °C. Also preferred is wherein the copper salt is copper sulfate.
Preferably the zwitterionic surfactant is not an amine oxide.
Preferably, the zwitterionic surfactant is a charge separated zwitterionic surfactant, i.e. the positive and negative charge is separated by an alkylene chain at least one carbon atom in length. The positive and negative charge may be separated by a Ci-Cioalkylene.
Suitable zwitterionic surfactants may have a sulfobetaine type structure or a betaine type structure.
A betaine in chemistry is any neutral chemical compound with a positively charged cationic functional group, such as a quaternary ammonium or phosphonium cation (generally: onium ions) that bears no hydrogen atom and with a negatively charged functional group such as a carboxylate group (or for a “sulfobetaine”, a sulfonate group) that may not be adjacent to the cationic site. Betaine type structures, also known as carboxylated quaternary amines, are known in the art.
Preferred betaine type structures have the general formula: wherein:
Ri is a Ce-C2oalkyl;
R2 and R3 are each independently selected from Ci-ealkyl which is optionally substituted by hydroxy, halo or sulfonate; and n is an integer from 1 to 10.
Preferably:
Ri is a Cs-Ciealkyl;
R2 and R3 are methyl, n is an integer from 1 to 5, optionally 1 to 3.
Such betaine type surfactants are known to the skilled person and exemplified by surfactants such as Empigen BB (a 30% aqueous solution of N,N-dimethyl-N-dodecylglycine betaine).
Sulfobetaine type structures are known in the art. Preferred sulfobetaine type structures have the general formula: wherein:
R4 is a Ce-C2oalkyl;
R5 and Re are each independently selected from Ci-ealkyl which is optionally substituted by hydroxy, halo or sulfonate; and m is an integer from 1 to 10. Preferably:
R4 is a Cs-Ciealkyl;
Rs and Re are methyl, m is an integer from 1 to 5, optionally 1 to 3.
Preferably the zwitterionic surfactant comprises an alkyl chain of between 8 and 16 carbons.
It is also preferred when the zwitterionic surfactant has a betaine type structure, preferably with quaternary alkyl at the nitrogen i.e. N-quaternary alkyl glycine.
It is also preferred when the zwitterionic surfactant has a sulfobetaine type structure, preferably lauryl sulfobetaine.
Preferred zwitterionic surfactants include lauryl sulfobetaine and N,N-dimethyl-N- dodecylglycine betaine. The most preferred zwitterionic surfactant is N,N-dimethyl-N- dodecylglycine betaine.
Alternatively preferable is an alkylsulfate surfactant or its salt comprising an alkyl chain of between 8 and 16 carbons, preferably sodium dodecylsulfate.
The facemask may also incorporate an organic carboxylic acid, preferably having between 3 and 7 carbons. Preferred acids include propionic acid, citric acid or lactic acid. Alternatively, the facemask may comprise no organic acid.
The facemask may also incorporate an additional biocide. Suitable biocides may be selected from Lonzabac 12.30 (i.e. N1-(3-aminopropyl)-N1-dodecylpropane-l,3-diamine) and Di decyl dimethyl ammonium chi ori de .
Preferably the non-woven fabric is cellulosic. In this respect the non-woven fabric facemask can comprise or consist essentially of cellulosic fibres, preferably at least 50 % by weight.
For manufacture of the facemask an active formulation of the water soluble copper salt and surfactant can be applied to the non-woven fabric as a solution in water. When in a composite layered mask form, the active formulation is applied to the outer layer or an inner layer or both of the composite layered mask.
The copper salt may be present in the active formulation in a concentration amount of 0.25 to 10 % wt/wt, preferably 0.5 to 5 % wt/wt. The surfactant may be present in a concentration amount of 0.05 to 5 % wt/wt, preferably 0.1 to 3 % wt. The organic acid where included may be present in a concentration amount of 0.1 to 5 % wt/wt, preferably 0.2 to 3 % wt/wt.
The invention therefore provides a process for production of a facemask as defined herein, wherein an active formulation of the water soluble copper salt and surfactant is applied to the non-woven fabric as a solution in water, preferably with the following concentration amounts: a) copper salt at 0.25 - 10 % wt/wt, preferably 0.5 - 5 % wt/wt b) surfactant at 0.05 - 5 % wt/wt, preferably 0.1 - 3 % wt/wt, and optionally when included c) organic acid 0.1 - 5 % wt/wt, preferably 0.2 - 3 % wt/wt.
The active formulation may further comprise an additional biocide, in a concentration of 0.01 to 5% wt/wt, preferably 0.05 to 0.5% wt/wt. Suitable biocides may be selected from Lonzabac 12.30 (N1-(3-aminopropyl)-N1-dodecylpropane-l,3-diamine) and Didecyldimethylammonium chloride.
Surface active agents can significantly alter the surface energy of polymeric materials, aiding wetting and adhesion. However, this presents a key technical hurdle. When requiring a water soluble copper presentation to enable deposition onto fabric, many surfactants are unsatisfactory. Anionic surfactants (for example sodium dodecylbenzenesulfonate) have very low and insufficient solubility in solutions of copper sulfate. Amine oxide surfactants such as dimethyl dodecylamine N-oxide or N,N-dimethyloleyl N-oxide (CAS 14351-50-9) are also unacceptable, causing precipitation from copper sulfate solutions. Unexpectedly, it was found that zwitterionic betaine surfactants, such as dimethyl dodecylglycine betaine (CAS 66455-29- 6) or lauryl sulfobetaine (CAS 14933-08-5) did not cause precipitation, and gave a homogeneous solution suitable for coating non-woven fabric. In addition we made the unexpected discovery that in sharp contrast to sodium dodecylbenzenesulfonate, the structurally related sodium dodecyl sulfate also gave an acceptable solution for coating. In this specification the term “alkyl” includes both straight and branched chain alkyl groups and analogues thereof. References to individual alkyl groups such as “propyl” are specific for the straight chain version only and references to individual branched chain alkyl groups such as “isopropyl” are specific for the branched chain version only. For example, “Ci-Cealkyl” includes Ci-C4alkyl, Ci-Csalkyl, propyl, isopropyl and t-butyl.
An “alkylene” group is an alkyl group that is positioned between and serves to connect two other chemical groups. Thus, “Ci-Cealkylene” means a linear saturated divalent hydrocarbon radical of one to six carbon atoms or a branched saturated divalent hydrocarbon radical of three to six carbon atoms, for example, methylene, ethylene, propylene, 2-methylpropylene, pentylene, and the like.
The present invention will now be illustrated, but in no way limited, by reference to the following examples.
Example 1 - Fabric preparation
Copper sulfate (0.25 g) and citric acid (0.10 g) were dissolved in 24.65 g water, and a 18 x 18 cm square of non-woven cellulose fabric (suitable for facemask construction) added. The bath was heated in a 50 °C oven for 10 min, then the fabric removed and air dried.
Example 2 - Fabric preparation
Copper sulfate (0.25 g), sodium dodecyl sulfate (0.05 g) and citric acid (0.10 g) were dissolved in 24.60 g water, and a 18 x 18 cm square of non-woven cellulose fabric (suitable for facemask construction) added. The bath was heated in a 50 °C oven for 10 min, then the fabric removed and air dried.
Example 3 - Fabric preparation
Copper sulfate (0.25 g), lauryl sulfobetaine (CAS 14933-08-5) (0.05 g) and citric acid (0.10 g) were dissolved in 24.60 g water, and a 18 x 18 cm square of non-woven cellulose fabric (suitable for facemask construction) added. The bath was heated in a 50 °C oven for 10 min, then the fabric removed and air dried. Example 4 - Fabric preparation
Copper sulfate (0.25 g), Empigen BB (0.10 g) and citric acid (0.10 g) were dissolved in 24.55 g water, and a 18 x 18 cm square of non-woven cellulose fabric (suitable for facemask construction) added. The bath was heated in a 50 °C oven for 10 min, then the fabric removed and air dried.
Empigen BB is a 30% aqueous solution of N,N-dimethyl-N-dodecylglycine betaine.
Example 5 - Microbiology performance of above fabrics
A 4 cm disc of the sample prepared in Example 4 was inoculated with a 0.1 ml presentation of either Staphylococcus aureus (“Staph a”) or Escherichia coli (“E coli”). After 1 h at 37 °C, a reduction of > 5 Log was achieved for both Staph a and E coli.
Example 6 - Fabric preparation
Copper sulfate (0.25 g), sodium dodecyl sulfate (0.05 g), citric acid (0.10 g) and Lonzabac 12.30 (N'-O-aminopropyll-N'-dodecylpropane- I J-diamine)) (0.1g) were dissolved in 24.4g water, and a 18 x 18 cm square of non-woven cellulose fabric (suitable for facemask construction) added. The bath was heated in a 50 °C oven for 10 min, then the fabric removed and air dried.
Example 7 - Fabric preparation
Copper sulfate (0.25 g), Empigen BB (0.1g), and Lonzabac 12.30 ((N1-(3-aminopropyl)-N1- dodecylpropane-l,3-diamine)) (0.1g) were dissolved in 24.55g water, and a 18 x 18 cm square of non-woven cellulose fabric (suitable for facemask construction) added. The bath was heated in a 50 °C oven for 10 min, then the fabric removed and air dried.

Claims

1) An antimicrobial facemask comprising a non-woven fabric incorporating a water soluble copper salt and surfactant, wherein the surfactant is a zwitterionic surfactant or an alkylsulfate surfactant or an alkyl sulfate salt surfactant.
2) The facemask according to claim 1, wherein: a) the zwitterionic surfactant comprises an alkyl chain of between 8 and 16 carbons and has a sulfobetaine type structure or a betaine type structure; or b) the alkylsulfate or its salt comprises an alkyl chain of between 8 and 16 carbons.
3) The facemask according to claim 1 or 2, wherein the copper salt has at a solubility of at least 100 g / litre of deionised water at 20 °C.
4) The facemask according to any one of the preceding claims, wherein the copper salt is copper sulfate.
5) The facemask according to any one of the preceding claims, wherein the zwitterionic surfactant comprises an alkyl chain of between 8 and 16 carbons.
6) The facemask according to any one of the preceding claims, wherein the zwitterionic surfactant has a sulfobetaine type structure, preferably lauryl sulfobetaine.
7) The facemask according to any of claims 1 to 5, wherein the zwitterionic surfactant has a betaine type structure, preferably based on a trialkyl glycine.
8) The facemask according to any of claims 1 to 5, wherein the zwitterionic surfactant is N,N- dimethyl-N-dodecylglycine betaine.
9) The facemask according to any of claims 1 to 4, wherein the alkylsulfate or its salt comprises an alkyl chain of between 8 and 16 carbons, preferably wherein the alkylsulfate is sodium dodecylsulfate.
10) A facemask according to any one of the preceding claims also incorporating an organic carboxylic acid.
9 11) A facemask according to claim 10, wherein the organic carboxylic acid has between 3 and 7 carbons.
12) A facemask according to claim 10, wherein the organic acid is any of propionic acid, citric acid or lactic acid.
13) A facemask according to any one of the preceding claims, further comprising Nx-(3- aminopropy^-Nkdodecylpropane-l^-diamine or Didecyldimethylammonium chloride.
14) A facemask according to any one of the preceding claims, wherein the facemask is a composite layered mask, optionally wherein the water soluble copper salt and surfactant are incorporated in the outer layer and/or an inner layer of the composite layered mask.
15) A facemask according to any one of the preceding claims, wherein the non-woven fabric is cellulosic, preferably wherein the non-woven fabric consists essentially of cellulosic fibres, preferably at least 50 % by weight.
16) Use of a facemask according to any one of the preceding claims as Personal Protective Equipment.
17) A process for production of a facemask according to any one of the preceding claims, wherein an active formulation of a water soluble copper salt and surfactant is applied to a nonwoven fabric as a solution in water, preferably with the following concentration amounts: a) copper salt at 0.25 - 10 % wt/wt, preferably 0.5 - 5 % wt/wt b) surfactant at 0.05 - 5 % wt/wt, preferably 0.1 - 3 % wt/wt, and optionally when included c) organic acid 0.1 - 5 % wt/wt, preferably 0.2 - 3 % wt/wt.
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JP5126745B2 (en) 2008-07-22 2013-01-23 国立大学法人鳥取大学 Antiviral agent and antiviral sheet
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